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Isatin

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Identification
Molecular formula
C8H5NO2
CAS number
91-56-5
IUPAC name
indoline-2,3-dione
State
State

At room temperature, isatin is a solid substance. It typically comes in the form of crystalline powder, which is stable under standard conditions.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
147.14g/mol
Molar mass
147.1360g/mol
Density
1.5278g/cm3
Appearence

Isatin appears as orange-red crystals or a yellowish-red powder at room temperature. Its distinctive color makes it easily identifiable by visual inspection.

Comment on solubility

Solubility of Indoline-2,3-dione

Indoline-2,3-dione, with the chemical formula C8H7NO2, showcases some interesting solubility characteristics that are worth exploring. Generally, this compound exhibits moderate solubility in certain organic solvents, which can be attributed to its molecular structure.

Key Points about Solubility:

  • Organic Solvents: Indoline-2,3-dione is more soluble in organic solvents such as ethanol, methanol, and DMSO (dimethyl sulfoxide).
  • Water Solubility: In contrast, its solubility in water is relatively low, making it less ideal for aqueous applications.
  • Influencing Factors: Temperature and pH can significantly affect its solubility; generally, higher temperatures may increase solubility in organic solvents.

Due to these properties, researchers often need to consider the solvent choice carefully when working with indoline-2,3-dione, particularly when preparing solutions for synthesis or analysis. In summary, while indoline-2,3-dione is not highly soluble in water, its compatibility with various organic solvents opens up a variety of practical applications.

Interesting facts

Exploring Indoline-2,3-dione

Indoline-2,3-dione is a fascinating compound with a range of applications in organic chemistry and materials science. This compound is characterized by its unique bicyclic structure, which consists of an indole core fused with a diketone functionality. Here are some interesting facts:

  • Versatility in Synthesis: Indoline-2,3-dione can be synthesized through various methods, including the condensation of 2-aminophenol with α,β-unsaturated carbonyl compounds. This versatility allows chemists to explore numerous synthetic pathways, making it an essential building block in organic synthesis.
  • Pharmaceutical Applications: This compound has garnered attention for its potential biological activities. Research has indicated that indoline-2,3-dione derivatives exhibit a range of therapeutic properties, including antioxidant, anti-inflammatory, and anticancer effects. Scientists are enthusiastic about exploring its potential in drug development.
  • Dyes and Pigments: The presence of conjugated systems in indoline-2,3-dione allows it to participate in various reactions leading to brightly colored products. As such, it can be applied in the development of dyes and pigments, contributing to its significance in the textile and material industries.
  • As a Research Tool: Indoline-2,3-dione serves as an important reagent in the synthesis of other complex organic molecules. Its reactivity with various nucleophiles makes it a valuable tool for researchers looking to expand the boundaries of organic chemistry.

In summary, indoline-2,3-dione is more than just a compound; it serves as a pivotal gateway in various fields due to its reactivity and versatility. As one researcher noted, "The ability to tailor indoline derivatives opens up a world of possibilities in the quest for new materials and medicines."

Synonyms
Isatin
91-56-5
1H-Indole-2,3-dione
Indoline-2,3-dione
2,3-Indolinedione
Tribulin
INDOLE-2,3-DIONE
Isatine
2,3-Diketoindoline
2,3-Dioxoindoline
Pseudoisatin
Isatic acid lactam
Isotin
Isatinic acid anhydride
2,3-Ketoindoline
o-Aminobenzoylformic anhydride
2,3-dihydro-1H-indole-2,3-dione
2,3-Dioxo-2,3-dihydroindole
NSC 9262
84788-92-1
EINECS 202-077-8
MFCD00005718
BRN 0383659
2,3-dihydroindole-2,3-dione
1186480-61-4
DTXSID3038694
UNII-82X95S7M06
CHEBI:27539
AI3-03111
NSC-9262
ISATIN [MI]
82X95S7M06
CHEMBL326294
DTXCID1018694
EC 202-077-8
5-21-10-00221 (Beilstein Handbook Reference)
3-Indolinedione
Indole2,3dione
2,3Dioxoindoline
2,3Indolinedione
Indoline2,3dione
Indolinedione2,3
2,3Diketoindoline
indol-2
Indole-2
hydroxy-3-indolone
1HIndole2,3dione
Isatin, p.a.
3-hydroxy-2-indolone
Isatin (Compound 1)
Isatin, technical grade
2H-indole-2,3-dione
ISATIN [INCI]
2,3Dioxo2,3dihydroindole
WLN: T56 BMVVJ
oAminobenzoylformic anhydride
SCHEMBL34016
MLS001066355
2,3-Dihydro-indole-2,3-dione
BDBM11022
NSC9262
HMS2267D18
HMS3885P18
S00335a
BCP15996
HY-Y0265
2,3-dihydro-1H-indol-2,3-dione
Tox21_202876
s4717
STK387523
AKOS000119125
CCG-266182
CS-W020128
DB02095
FI02371
SB64041
CAS-91-56-5
NCGC00246983-01
NCGC00260422-01
AC-10666
AS-10908
SMR000471835
SY005277
DB-061345
I0080
NS00005535
EN300-17956
D70304
A843979
Q421348
doi:10.14272/JXDYKVIHCLTXOP-UHFFFAOYSA-N.1
F9995-1662
Isatin, for spectrophotometric det. of proline and thiophene, >=99.0%
Indoline-2,3-dione;2,3-Dioxo-2,3-dihydroindole; Isatic acid lactam; Isotin
202-077-8